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#3 Against The Undertaker at WrestleMania 31
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Ever since the debut of Bray Wyatt on the main roster, fans have compared him with The Undertaker. With the lack of supernatural gimmicks in the modern era, Wyatt seemed to be the perfect successor to carry on the Dead Man's legacy. The fact that Bray used to call himself the new face of fear seemed to be a hint towards that being the plan all along.
A year after Undertaker's shocking loss to Brock Lesnar, Bray Wyatt mocked and challenged him to a match at WrestleMania 31. The feud had all the ingredients expected from a clash between two supernatural entities, with the Phenom accepting his challenge by setting Wyatt's chair on fire inside the ring.
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In what was a perfect opportunity to have a "passing the torch" moment with The Undertaker putting over Bray Wyatt, WWE decided to go against it and let Wyatt take a clean pin. This not only derailed Wyatt's momentum hugely but made his claims of being the new face of fear seem pointless.
Well, the company still has a chance to rectify that mistake by letting The Fiend retire The Undertaker once and for good, but only time will tell whether we get to see that.
